Operational Enablement Specialist - Canada

AutoFi

3d • $88,000 - $95,000 • Remote

About The Position

The Operational Enablement Specialist is expected to play a pivotal role in designing, provisioning and maintaining both foundational and advanced learning experiences that enable both human teams and AI-driven systems. This role will report into the Head of Operations, and partner closely with personnel across the business to own the full lifecycle of enablement content including new hire onboarding, revenue generating activities, Product/Service offerings, operational and technical support activities. You will be responsible for information gathering and analysis through design, development, delivery and continuous improvement across a wide range of topics. This will include employee engagement in growth strategies and behaviors, internal systems and processes, as well as successful Product configuration to meet Dealership needs across varying business models and their requirements. You will create high-quality enablement materials optimized for both human learning and AI comprehension, ensuring consistent, accurate and scalable knowledge, inclusive of training an AI Agent to accurately interpret, reason through, and answer complex operational and industry specific questions.

Candidates must be self-driven, have the ability to lead, motivate and drive results within cross departmental teams that they do not directly manage. They must have strong communication and presentation skills, be well organized, attentive to fine details, able to work under pressure and have comfort persevering under ambiguity. Each member of our team is challenged to contribute in a variety of capacities across the entire organization and show their individual strengths, from product to customer experience.

Requirements

• 3+ years proven work experience within the Adult Learning, Training & Development discipline.
• Strong experience building and launching training initiatives within RevOps/Sales, Operations and/or similar.
• Strong experience designing learning content from scratch and iterating on existing materials.
• Experience breaking down complex, ambiguous topics to create clear, structured documentation/training that supports advanced problem solving and decision making.
• Experience working with AI Agents, chatbots, or knowledge-driven automation systems, familiarity with prompt design, knowledge structure and AI training methodologies.
• Ability to work well with technical and non-technical team members at various levels, ranging from support to development.
• Experience cultivating trust and building relationships interdepartmentally with cross-functional SMEs.
• Excellent written/verbal communication and presentation skills.
• Excellent organization, analytical, problem solving and critical thinking skills.
• Familiarity with Jira, Postman, Salesforce and LMS systems considered an asset.
• Automotive industry experience and/or familiarity with Dealership business models is a big plus!

Nice To Haves

• Familiarity with Jira, Postman, Salesforce and LMS systems considered an asset.
• Automotive industry experience and/or familiarity with Dealership business models is a big plus!

Responsibilities

• Participate in building a transparent, cohesive and collaborative team environment with a culture of open communication and feedback.
• Locate sources, gather & analyze relevant information, inclusive of deep information gathering with subject matter experts, applications/tools, processes, procedures/SOPs and work instructions etc, for the purpose of uncovering implicit knowledge, assumptions, edge cases in order to develop relevant, robust internal training content and AI Agent enablement materials.
• Utilize a hands-on approach in the development of training content related to systems, tools and processes to obtain current state, real-world information and examples, asking questions and digging deep to ensure validity. Ensure content supports complex question resolution, not just surface-level explanations.
• Design and provision foundational new-hire onboarding content as well as in-depth, role-specific learning experiences, working with the respective teams to design training solutions in relation to needs expressed, balancing adult learning styles to engage and use individual’s time effectively.
• Develop structured learning paths that progress from conceptual understanding to practical application. Translate complex growth, operational, technical and industry knowledge into clear, consumable learning modules.
• Curate content and training materials including but not limited to written guides, knowledge base articles, videos and quizzes both through our documentation repository as well as our Learning Management System (LMS), aligning elements of training to Process documentation as needed.
• Translate nuanced business logic, edge cases and conditional workflows into formats optimised for AI understanding and retrieval. Curate and refine AI training content to improve reasoning, consistency and contextual awareness.
• Ensure content remains accurate, relevant and aligned with evolving business needs over time. Maintain and regularly update materials to reflect product updates and system changes, ensuring both human teams and the AI Agent are effectively trained on changing standards.
• Evaluate and report on training program effectiveness through knowledge assessments, surveys, feedback etc, leveraging findings to refine and enhance these programs, their related materials and improve training effectiveness.
• Participate in change mgmt activities associated with implementing solutions that require training including coordination between teams, presentations/training, and similar.
• Source external training content and courses as appropriate to assist with individual skills development across the Operations org.
• Participation in the development of data tracking and KPIs to measure the progress and impact of large training initiatives and their evolution over time.

Benefits

• Medical, Dental & Vision coverage - 100% premium coverage for employee / 50+% for dependents
• Flexible work hours
• Remote environment
• Competitive pay
• Visionary leadership team
• Growth opportunities within a dynamic culture
• Wellness & cultural initiatives (fitness challenges, wellness webinars, virtual games, regional activities, etc.)
• Up to $1K per year for employee professional development
• Stock options - we are all owners!

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed